Highland Beach Holidays
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Top hotels in Highland Beach
Graduate by Hilton Annapolis
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
The price is S$270 per night from 3 May to 4 May
S$270
3 May - 4 May
includes taxes & fees
9.4/10 Exceptional! (1,013 reviews)
Outstanding
Reviewed on 11 Apr, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is S$264 per night from 19 Apr to 20 Apr
S$264
19 Apr - 20 Apr
includes taxes & fees
9/10 Wonderful! (1,844 reviews)
Room was clean, but never cleaned during my stay. Staff was polite and helpful. Parking and check in was most inconvenient. Going from one location to another was not what I expected.
Reviewed on 16 Apr, 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
The price is S$177 per night from 26 Apr to 27 Apr
S$177
26 Apr - 27 Apr
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
We stayed in a spacious junior suite, which we really enjoyed. However, the room wasn’t well soundproofed, and we could hear highway noise at night. Overall, the room was clean, though the coffee machine could have been better maintained. The pool area was nice, but unfortunately the jacuzzi was ...
Reviewed on 15 Apr, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
What to do in Highland Beach
Ashes and Apparitions of Annapolis Ghost Tour
S$41
per adult
100% of travellers recommend
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
S$46
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
